1285494-82-7Relevant academic research and scientific papers
Synthesis of Polysubstituted 3-Chalcogenated Indoles through Copper(I) Iodide-Catalyzed Three-Component Domino Reactions
Gou, Rui,Zhang, Yi,Wu, Sheng-Wei,Liu, Feng
supporting information, p. 207 - 212 (2019/01/14)
Polysubstituted 3-chalcogenated indoles were synthesized by a three-component, one-pot, domino reaction of a N -(2-bromophenyl)trifluoroacetamide, a 1-alkyne, a disulfides or diselenides, CuI, and proline in DMF. In this process, tandem Sonogashira coupling, N-cyclization, and sulfenyl/selenyl electrophilic substitution occurred sequentially and smoothly to form the anticipated products in good to excellent yields (20 examples; 65-96%). Notably, no palladium catalyst was used in this catalytic system, supporting its cost effectiveness and potential industrial application.
Method for directly synthesizing indole by using nitrile
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Paragraph 0051-0053, (2018/12/13)
The invention discloses a method for directly synthesizing indole by using nitrile. The method is characterized in that a 2-iodotoluene derivative is served as a substrate, anhydrous copper sulfate, potassium tert-butoxide, a cyanophenyl derivative and the 2-iodophene derivative are mixed according to the molar ratio of (0.02-0.1): (2-4): (5-20):1, reaction is carried out for 4-48 hours at 60-105DEG C in a solvent, petroleum ether/dichloromethane/ethyl acetate are mixed according to the volume ratio of (20-5):10:1 so as to be served as an eluent, and separation is carried out by using a silica gel column so as to obtain a target product. The method has the advantages that the operation is simple, the conditions are mild, the yield is high, and the method is a green and novel synthetic method.
Microwave assisted metal-/oxidant-free cascade electrophilic sulfenylation/5-endo-dig cyclization of 2-alkynylanilines to generate diversified 3-sulfenylindoles
Sharma, Shivani,Pathare, Ramdas S.,Sukanya,Maurya, Antim K.,Goswami, Bhagyashree,Agnihotri, Vijai K.,Sawant, Devesh M.,Pardasani, Ram T.
supporting information, p. 3823 - 3826 (2017/09/15)
A metal-/oxidant-free sustainable protocol for the synthesis of 3-sulfenylindoles based on electrophilic cyclization of 2-alkynylanilines has been developed under microwave irradiation. Herein, catalytic amount of iodine and stoichiometric amount of sulfonyl hydrazides were employed as catalyst and electrophiles respectively to induce the 5-endo-dig cyclization of 2-alkynylanilines. This strategy allows a wide substrate scope, demonstrates good functional group tolerance, utilizes easily available reagents and overcome multistep synthesis.
Assembly of 3-Sulfenylbenzofurans and 3-Sulfenylindoles by Palladium-Catalyzed Cascade Annulation/Arylthiolation Reaction
Li, Jianxiao,Li, Chunsheng,Yang, Shaorong,An, Yanni,Wu, Wanqing,Jiang, Huanfeng
, p. 2875 - 2887 (2016/04/26)
A novel and efficient palladium-catalyzed cascade annulation/arylthiolation reaction has been developed to afford functionalized 3-sulfenylbenzofuran and 3-sulfenylindole derivatives in moderate to good yields from readily available 2-alkynylphenols and 2
An efficient synthesis of 2-bromo(chloro)-3-selenyl(sulfenyl)indoles via tandem reactions of 2-(gem-dibromo(chloro)vinyl)anilines with diselenides(disulfides)
Liu, Jie,Li, Pinhua,Chen, Wei,Wang, Lei
, p. 10052 - 10054 (2012/10/30)
A novel and efficient synthesis of 2-bromo(chloro)-3-selenyl(sulfenyl) indoles through tandem reactions of 2-(gem-dibromo(chloro)vinyl)-N- methylsulfonylanilines with diselenides and disulfides in the presence of t-BuOLi and I2 (10 mol%) in DMS
Copper-catalyzed chalcogenoamination of 2-alkynylanilines with dichalcogenides for one-step synthesis of 3-sulfenylindoles and 3-selenylindoles
Li, Zhen,Hong, Longcheng,Liu, Ruiting,Shen, Jianzhong,Zhou, Xigeng
supporting information; experimental part, p. 1343 - 1347 (2011/04/15)
The copper-catalyzed chalcogenoamination of 2-alkynylanilines with dichalcogenides has been achieved under mild reaction conditions using the weak base Cs2CO3 in combination with air oxidant, providing a convenient and efficient meth
